REACTION OF PENTAARYLANTIMONY WITH ACID HALIDE, ALDEHYDE AND KETONE

Pentaarylantimony (pentaphenylantimony, penta-p-tolylantimony and pent a-p-chlorophenylantimony) was found to be a mild arylation reagent. Th e arylation was chemoselective toward aromatic acid halides to give th e corresponding aromatic ketones. No direct addition to ketone and aci d anhydride occurred. Arylation reactions of aldehyde or ketone were p romoted by the addition of Lewis acid. The nucleophilicities of aromat ic antimony compounds depend on the number of antimony-aromatic carbon bonds.